Oxyphenylquinolin-dicarboxylic acid and process of making same.



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To all whom it may coccemz- Be it known that l, RUDOLF ScHWABE, Ph. ll,chemist, a citizen of the Empire of Germany, residing atHtiehst-on-the-Main, Germeny,have invented certain new and use--fullmprovements in Qxyphenylquinolin Di- Specification of Lettersl'ealzent.

duplication filed December s, 1914. Serial No. M'Wiilfi.

carboxylie Acid and lfi'ccesses Some, of which the following is tion. l

l have found that by coiiclellsiligej salicylic acid with isatinic acida compound, constituting a hydroxyphenylquinolindicarboxylic acid,

is obteinedwhich is of great therapeuticel position.

value, particularly in the treatment of arth- Woo-coon cm s i o I+ /\NH5i The new compound is insoluble in "Walter and ligroin, diflicultlysoluble in alcohol and 'methly alcohol; itforms a yellowish powder andmeltset about 2834284 (3.. with decomlt dissolves readily in alkolies,forming for example a, Well crystellizing' di sodium selt,- the-solutionof which is of neutral reaction and which assumes an 111- tense yellowcoloi' on exlditionof caustic soda. If the acid is dissolved in alcoholand ferric chlorid added thereto, the solution assumes a deepbrownish-red color.

The following example illustrates my in vention: 14;? parts of isetinare dissolved in 600 ei-ts of ceustic potash lye off 33 per cent.strength and to the solution. of isotinio acid thus obtained are added180 parts jof ecetoselicylic acid and. the Whole is heated on the Waterbath for about 8 hours. From the resulting solution thehydroxypheuylquinolindicarboxyli acid is precipitated by aciduletiiigwith hydrochloric .acid, then filtered 0d and Washed With hot alcohol;if required, it may be purified by crystellizw tion of its diethyl ester(melting point 103 C.) or its disodium salt.

Having now described my inv'eiltion What I claim is:

1. As e new product, the liydroxyphenylritic and rheumatic efiectious.tion leading to the formation of said compound takes place according tothe follow ing equation:

being a yellowish powder, melting with decomposition at about 283428 0.insoluble in wot-er or ligroin, difficultly soluble in el- 001101 andmethyl alcohol, forming a readily soluble disodium salt the solution ofwhich is of neutral reaction; the alcoholic solution of the acidyielding :1v deep b1:'oWnisl1- red coloration when ferric chlori-zladded.

2. The process of preparing s of hydroxyphenylquinolin dicarhoxylicacid, which consists in heating acetoseli ylic acid. with isetinic .LCldin an alkaline solution.

In testimony whereof l efiix my signature in presence of tWo Witnesses.

BUD OLF SGHWABE,

Witnesses JEAN Geese) CARL GRUND.

5am reec

